UV-Mediated Decomposition of Diazomalonates in Benzene: Unexpected Access to Functionalized Bicyclo[3.2.0]heptane Skeleton
2017
Chiang, Yi-Jung | Zhu, Jia-Liang
Upon irradiation with 300-nm UV light, the photolysis of diazomalonates in benzene unexpectedly affords 2,6-dicarboxylate bicyclo[3.2.0]hepta-2,6-dienes in low yields. These products are proven to be derived from cyclohepta-1,3,5-triene intermediates presumably via a tandem 1,5-carboxylate migration/[2 + 2] cycloaddition sequence.
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